methyl 2-pyridylmethylidenehydrazinecarbodithioate | 133978-91-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: methyl 2-pyridylmethylidenehydrazinecarbodithioate
• 英文别名: methyl (E)-2-(pyridin-2-ylmethylene)hydrazine-1-carbodithioate；Methyl 2-(2-pyridinylmethylene)hydrazinecarbodithioate；methyl N-[(E)-pyridin-2-ylmethylideneamino]carbamodithioate
• CAS: 133978-91-3
• 化学式: C₈H₉N₃S₂
• 分子量: 211.312
• InChiKey: YLAWGUKUAFQSDH-UXBLZVDNSA-N

物化性质

• 沸点：
  349.9±34.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  94.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cadmium(II) acetate dihydrate 、 methyl 2-pyridylmethylidenehydrazinecarbodithioate 以 甲醇 、 乙腈 为溶剂， 反应 0.17h， 以94%的产率得到
  参考文献：
  名称：

  Synthesis, spectroscopy and X-ray crystal structures of some zinc(II) and cadmium(II) complexes of the 2-pyridinecarboxaldehyde Schiff bases of S-methyl- and S-benzyldithiocarbazates

  摘要：

  The Schiff bases formed by condensation of S-methyl- and S-benzyldithiocarbazate with 2-pyridinecarboxaldehyde react with zinc(II) and cadmium(II) acetates to form stable metal complexes of general. formulas, [Zn(NNS)(CH3COO)](2) and [M(NNS)(2)] (M = Zn2+, Cd2+; NNS- = anionic forms of the 2-pyridine-carboxaldenhdye Schiff bases of S-methyl- and S-benzyldithiocarbazate, respectively) which have been characterized by a variety of physico-chemical techniques and X-ray crystallographic structure analysis. The complexes, [Zn(NNS)(CH3COO)](2) are acetate anion-bridged centrosymmetric dimers in which each of the Schiff bases is coordinated to the zinc(II) ions as a uninegatively charged NNS tridentate chelating agent coordinating via the pyridine nitrogen atom, the azomethine nitrogen atom and the thiolate sulfur atom. The acetate anion acts as a bridging bidentate ligand coordinating with the two zinc atoms in a syn-syn manner. Each zinc(II) ion in the dimer adopts an approximately square-pyramidal geometry. The bis-ligand complexes, [M(NNS)(2)] (M = Zn2+, Cd2+) have distorted octahedral structures in which the two anionic Schiff bases are coordinated to the metal ions meridionally as NNS tridentate chelating agents via the pyridine nitrogen atom, the azomethine nitrogen atom and the thiolate sulfur atom.Both the mono- and bis-ligand zinc(II) complexes exhibit strong cytotoxic activity against the HELA (human cervical cancer) cell lines. Some of these compounds exhibit stronger cytotoxicity against HELA than the commercially important anticancer drug, Tamoxifen. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.02.016
• 作为产物：
  描述：

  吡啶-2-甲醛 、 肼基二硫代甲酸甲酯 以 乙醇 为溶剂， 以39%的产率得到methyl 2-pyridylmethylidenehydrazinecarbodithioate
  参考文献：
  名称：

  Synthesis, spectroscopy and X-ray crystal structures of some zinc(II) and cadmium(II) complexes of the 2-pyridinecarboxaldehyde Schiff bases of S-methyl- and S-benzyldithiocarbazates

  摘要：

  The Schiff bases formed by condensation of S-methyl- and S-benzyldithiocarbazate with 2-pyridinecarboxaldehyde react with zinc(II) and cadmium(II) acetates to form stable metal complexes of general. formulas, [Zn(NNS)(CH3COO)](2) and [M(NNS)(2)] (M = Zn2+, Cd2+; NNS- = anionic forms of the 2-pyridine-carboxaldenhdye Schiff bases of S-methyl- and S-benzyldithiocarbazate, respectively) which have been characterized by a variety of physico-chemical techniques and X-ray crystallographic structure analysis. The complexes, [Zn(NNS)(CH3COO)](2) are acetate anion-bridged centrosymmetric dimers in which each of the Schiff bases is coordinated to the zinc(II) ions as a uninegatively charged NNS tridentate chelating agent coordinating via the pyridine nitrogen atom, the azomethine nitrogen atom and the thiolate sulfur atom. The acetate anion acts as a bridging bidentate ligand coordinating with the two zinc atoms in a syn-syn manner. Each zinc(II) ion in the dimer adopts an approximately square-pyramidal geometry. The bis-ligand complexes, [M(NNS)(2)] (M = Zn2+, Cd2+) have distorted octahedral structures in which the two anionic Schiff bases are coordinated to the metal ions meridionally as NNS tridentate chelating agents via the pyridine nitrogen atom, the azomethine nitrogen atom and the thiolate sulfur atom.Both the mono- and bis-ligand zinc(II) complexes exhibit strong cytotoxic activity against the HELA (human cervical cancer) cell lines. Some of these compounds exhibit stronger cytotoxicity against HELA than the commercially important anticancer drug, Tamoxifen. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.02.016

文献信息

• 2-Arylidene Hydrazinecarbodithioates as Potent, Selective Inhibitors of Cystathionine γ-Lyase (CSE)
  作者：Abir Bhattacharjee、Antara Sinha、Kiira Ratia、Liang Yin、Loruhama Delgado-Rivera、Pavel A Petukhov、Gregory R. J. Thatcher、Duncan J. Wardrop

  DOI：10.1021/acsmedchemlett.7b00313

  日期：2017.12.14

  Hydrogen sulfide is produced from l-cysteine by the action of both cystathionine γ-lyase (CSE) and cystathionine β-synthase (CBS) and increasingly has been found to play a profound regulatory role in a range of physiological processes. Mounting evidence suggests that upregulation of hydrogen sulfide biosynthesis occurs in several disease states, including rheumatoid arthritis, hypertension, ischemic

  硫化氢从产生的升-半胱氨酸通过胱硫醚γ-裂合酶（CSE）和胱硫醚β-合酶（CBS）的作用而被发现在一系列生理过程中起着深远的调节作用。越来越多的证据表明，硫化氢生物合成的上调在几种疾病状态下发生，包括类风湿性关节炎，高血压，缺血性损伤和睡眠呼吸障碍。除了是我们了解硫化氢生物学的关键工具外，CSE抑制剂还具有治疗疾病的治疗潜力，其中这种气体递质的水平不断提高。我们描述了一系列新型的强效CSE抑制剂的发现和开发，这些抑制剂显示出比基准抑制剂更高的活性，并且重要的是，与CBS相比，它对CSE具有高选择性。
• [EN] TUMOUR TREATMENT AGENTS AND METHOD<br/>[FR] AGENTS THÉRAPEUTIQUES DE TUMEURS ET MÉTHODE ASSOCIÉE
  申请人：VIVOLUX AB

  公开号：WO2011075032A1

  公开（公告）日：2011-06-23

  N1-(3-Methoxypropyl)-2-(pyridylmethylidene)-hydrazine-1-carbothioamide (I) and its Cu2+, Pd2+ and Pt2+ complexes are effective anti-tumor agents. Also disclosed are compositions comprising (I) and its Cu2+, Pd2+ and Pt2+ complexes, and the use of the compositions in the treatment of malignant tumors.

  N1-(3-甲氧基丙基)-2-(吡啶甲基亚胺基)-硫脲基-1-肼(I)及其Cu2+，Pd2+和Pt2+配合物是有效的抗肿瘤剂。还公开了包含(I)及其Cu2+，Pd2+和Pt2+配合物的组合物，以及在恶性肿瘤治疗中使用该组合物的用途。
• Tumour Treatment Agents and Method
  申请人：Larsson Rolf

  公开号：US20120309798A1

  公开（公告）日：2012-12-06

  N1-(3-Methoxypropyl)-2-(pyridylmethylidene)-hydrazine-1-carbothioamide (I) and its Cu 2+ , Pd 2+ and Pt 2+ complexes are effective anti-tumor agents. Also disclosed are compositions comprising (I) and its Cu 2+ , Pd 2+ and Pt 2+ complexes, and the use of the compositions in the treatment of malignant tumors.

  N1-(3-甲氧基丙基)-2-(吡啶甲基亚甲基)-1-硫代肼酰胺（I）及其Cu2+，Pd2+和Pt2+配合物是有效的抗肿瘤剂。本发明还公开了包含（I）及其Cu2+，Pd2+和Pt2+配合物的组合物，并将其用于恶性肿瘤的治疗。
• DEMILO, A. B.;REDFERN, R. E.;BORKOVEC, A. B., J. AGR. AND FOOD CHEM., 1983, 31, N 4, 713-718
  作者：DEMILO, A. B.、REDFERN, R. E.、BORKOVEC, A. B.

  DOI：——

  日期：——
• KUBOTA, SEIJU;TOYOOKA, KOUHEI;MISRA, HEMANT, K.;KAWANO, MICHINOBU;SHIBUYA+, J. CHEM. SOC. PERKIN TRANS., 1983, N 12, 2957-2961
  作者：KUBOTA, SEIJU、TOYOOKA, KOUHEI、MISRA, HEMANT, K.、KAWANO, MICHINOBU、SHIBUYA+

  DOI：——

  日期：——